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419 Simonton Street C
Key West FL 33040 US

$2,070,000

Active Listing ID 618252
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2 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.14 Acres
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Other

$2,070,000

Active Listing ID 618252
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419 Simonton Street C Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined kitchen with Fisher & Paykel and Bosch appliances, a walk-in pantry, under-cabinet lighting, and refined finishes throughout. Outdoors, a secluded patio is framed by vibrant tropical landscaping and includes a tranquil water-featured pool, outdoor shower, and dedicated golf cart parking-the preferred way to get around Old Town. Offered fully furnished with a curated interiors package by Ben Teague Design, the home is move-in ready and thoughtfully finished. Set within a well-structured HOA with no shared walls, and part of a three-residence property with two additional homes positioned at the front and parking conveniently located there, this residence represents Old Town living at its most refined-entirely new, intentionally designed, and quietly confident in every detail.

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Property Features

  • Facts
  • Lot Size: 0.14 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Fencing, Rain Gutters, Outdoor Shower, Privacy Wall/Fence, Water Display
  • Floor Covering: Wood
  • Roof Type: Metal
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Other
  • listprice: 2070000
  • unparsedaddress: 419 Simonton Street
  • unitnumber: C
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.14
  • lotsizeunits: Acres
  • lotsizearea: 0.14
  • livingarea: 1409
  • livingareaunits: Square Feet
  • latitude: 24.55727
  • longitude: -81.801594
  • listagentfullname: Team Kaufelt
  • listagentemail: teamkaufelt@trumanandcompany.com
  • listagentkey: 3yd-KWARFL-20200102150024995011000000
  • listagentmlsid: kwa.teamkaufelt
  • listagentpreferredphone: 3053931267
  • listofficekey: 3yd-KWARFL-20070803221359772367000000
  • listofficemlsid: kwa.10208
  • disclaimer: Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: KWARFL
  • yearbuilt: 2026
  • listingcontractdate: 2026-01-22
  • listagenturl: http://www.teamkaufelt.com
  • countyorparish: Monroe
  • parcelnumber: 00006340-000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer
  • cooling: Central Air
  • constructionmaterials: Frame, Hardi Board Siding
  • flooring: Wood
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Assigned
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Cabinets, Walk-in Closet(s)
  • exteriorfeatures: Fencing, Rain Gutters, Outdoor Shower, Privacy Wall/Fence, Water Display
  • rooms: Bathroom 1, Bedroom 1, Bathroom 2, Bedroom 2, Bathroom 3
  • patioandporchfeatures: Patio
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.8016, 24.55727
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Truman & Co. Real Estate Services", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"teamkaufelt@trumanandcompany.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"terri@terrispottswood.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/KWARFL/3cb3c48183e111e19b52123138048d21/20150318142929328.png", "ListBrokerageName":"Truman & Co. Real Estate Services", "ListBrokeragePhone":"(305) 292-2244", "ListBrokeragePostalCode":"33040", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1205 Truman Avenue", "ListBrokerageWebsiteUrl":"http://www.trumanandcompany.com", "ListOfficeAddress1":"1205 Truman Avenue ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20070803221359772367000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"inquiry@trumanandcompany.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"MULTI_FAMILY - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/419-Simonton-St-Apt-4_Key-West_FL_33040_M55089-46914?f=listhub&s=KWARFL&m=618252&c=rexren", "MLSModificationTimestamp":"2026-05-17 06:47:22", "Neighborhoods":[{"Description":null, "Name":"Old Town - Unlisted (1.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13468, "TaxDescription":"KW PT LT 4 SQR 36 G9-593 OR153-170/71 OR377-65/66 OR773-1201 OR1097-1042/43 OR1298-1844/45 OR1432-2163/64 OR2272-2265 O", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/21/2026 11:17:27 PM GMT
Source Updated Date: 5/26/2026 6:40:34 PM GMT

Courtesy of: Team Kaufelt, Truman & Co. (KW), teamkaufelt@trumanandcompany.com

Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.